Ammonia → 4-Methoxyphenylbenzo[d]oxazole-4-carboxamide

HRID 1292138Notes

Reaction equation

HRID 1292138 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:12](=[C:14]([C:18]([O:20]C)=O)[CH:15]=[CH:16][CH:17]=3)[N:13]=2)=[CH:5][CH:4]=1.[NH3:22]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:12](=[C:14]([C:18]([NH2:22])=[O:20])[CH:15]=[CH:16][CH:17]=3)[N:13]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 14616764Methyl 2-(4-methoxyphenyl)benzoxazole-4-carboxylate

Product 1

HCID 183546064-Methoxyphenylbenzo[d]oxazole-4-carboxamide

Procedure

Methyl 2-(4-methoxyphenyl)benzoxazole-4-carboxylate was dissolved in liquid ammonia (30 ml) and sealed in an autoclave. The reaction mixture was left at 55° C., 20 bar for >20 hours. Once the reaction was complete the ammonia was removed and the resulting solid recrystallised from boiling ethyl acetate and petrol.

Workup

  1. customsealed in an autoclave
  2. waitThe reaction mixture was left at 55° C.
  3. wait20 bar for >20 hours
  4. customwas removed
  5. customthe resulting solid recrystallised

Sources & evidence

ORD record
ord-08a35897cb694c50b8db1cc76a434d43
Source dataset
uspto-grants-1998_05
Patent number
US05756510

Reaction notes

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